Middleton, WI · 53562

Exterior Contractors in Middleton, WI

We are the Middleton exterior contractors homeowners call when the house is more complicated than a siding company wants to deal with. Our shop is 12 miles east on S. Stoughton Road, and we have completed 128 jobs inside the 53562 ZIP — steep pitches, multi-valley roofs, mixed material elevations and matched architectural trim.

Madison WI Roofing Company Installation

Tear-off and replacement, storm damage repair, and leak diagnosis on asphalt, metal, and flat systems. Wisconsin freeze-thaw cycles are hard on roofs — most of what we replace failed at the flashing and ice dam line, not in the field.

  • Full replacement — architectural shingle, standing seam metal, TPO
  • Repairs — leaks, ice dam damage, missing shingles, flashing failures
  • Ventilation correction — the reason most Madison roofs fail early
  • Insurance claims — we meet your adjuster and handle supplements
Madison WI Window Installation Company

Full-frame and insert replacement in vinyl, fiberglass, and clad wood. In a Wisconsin winter the payback shows up on the January gas bill — we’ll tell you honestly whether your existing units are worth keeping.

  • Full-frame and pocket/insert installs
  • Egress windows for basement finishing
  • Rotted jamb and sill repair
Madison WI Siding Company Installation

Fiber cement, engineered wood, vinyl, and steel. We pull the old course back far enough to check sheathing and house wrap — cupping and buckling are usually a moisture problem, not a siding problem.

  • Full re-side and partial replacement
  • Rotted sheathing and trim repair
  • House wrap and flashing correction
Madison WI Gutter Company Installation

Seamless aluminum formed on site, oversized 6″ runs, and guard systems. Most ice dam calls we take are a gutter and ventilation issue combined — worth fixing together rather than one at a time.

  • Seamless 5″ and 6″ aluminum
  • Guard and screen systems
  • Downspout and drainage rerouting
storm damage madison wi

Same-day emergency tarping, a free HAAG-certified documented inspection, and we meet your adjuster on the roof so nothing gets missed. After a storm, two things matter — stopping active damage now and getting a fair, fully documented insurance claim.

  • Same-day emergency tarping & board-up across Dane County
  • Free documented inspection with photos and a written report
  • Insurance claim support — we meet your adjuster on site
Madison WI General Contracting Company Installation

Additions, three-season rooms, decks, and full exterior remodels. When a project touches structure, permitting, or more than two trades, this is the bucket it falls into — one contract and one schedule.

  • Additions and structural work
  • Decks, porches, three-season rooms
  • Permitting and inspection coordination

Local conditions

Middleton by build era

Middleton has a higher concentration of architecturally complex homes than anywhere else we work, and that changes what the whole exterior needs.

Pre-1960

Downtown, Parmenter Street area

Middleton’s original core: steeper pitches over board decking, under-ventilated attics, deep eaves and original wood trim. These homes need work sequenced correctly — there is no point installing windows before the sheathing behind them is sound.

1960–1990

Established neighborhoods

Ranches and colonials with cedar or hardboard siding, aluminum-frame windows and roofs on their second or third layer. This band is where a full exterior project returns the most, because every component ages out at roughly the same time.

1990–2010

Middleton Hills and larger builds

Where the complexity begins. Multiple valleys, dormers, steep pitches, mixed stone-and-siding elevations and wood-clad window packages. Every material transition on these homes is a place water can get in, and most of what we repair here is a transition rather than a field.

2010–today

Newer high-end construction

Very large roof areas with heavy architectural detail. Young components, so calls here are mostly storm and hail rather than age — and complex roofs are the ones insurers most reliably underscope.

Why one contractor

On these houses, the joints are the job

Most homeowners hire a roofer, then a siding company, then somebody for gutters. On a Middleton home that is where the problems start.

Transitions are where houses leak

Stone to siding, siding to roof, roof to dormer. Almost nothing fails in the middle of a wall or a roof plane. It fails at the joint, and joints are exactly where one trade ends and another begins.

Complex claims need one documenter

When hail hits a Middleton home it hits the roof, the siding, the skylights and the screens. Four contractors documenting four scopes is how half a claim goes unfiled.

Trim detail spans trades

Gable returns, banding and window surrounds get touched by the siding crew, the window crew and the roofer. Matching them takes one company deciding the profile once.

Steep pitch is priced once

Staging a steep roof is a real cost. Doing roof and gutters in one project means paying for that access once instead of twice.

One contract, one warranty

When the roofer blames the siding crew and the siding crew blames the roofer, you are the one holding the leak. Our 25-year workmanship warranty covers the whole envelope.

One permit process

We file with the City of Middleton once for the project rather than you coordinating three applications and three inspection windows.

Permits & approvals

We pull the Middleton permit, not you

The City of Middleton runs its own process, separate from Madison's. On a combined project that means one application covering the whole scope rather than three.

Permit required for reroof

Yes

Permit required for siding

Generally

Who files it

We do

Ice barrier at eaves

Required

Neighborhood design review

May apply

Typical permit fee

Verify with city

What Your Neighbors Are Saying

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Chip Etheridge profile picture
Chip Etheridge
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Jermaine has been a wonderful representative and has been with us through the whole process. Very professional, very thorough and completely customer-centric. Thank you Jermaine. Chip Etheridge
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Barb Mccoy profile picture
Barb Mccoy
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They put on a new roof. Absolutely Love it. Jermaine Williams did an awesome job on contracting job. Honest and fair estimate. Taylor and his roofing crew showed up, roof was done immediately on house and garage. Turned out beautiful.. no mess was left behind. I would highly recommend this company to everyone.. Thanks so much for a job well done.
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Chelse Wagner profile picture
Chelse Wagner
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I'm extremely impressed with the Exteriors company and their work. We had a strange door/lock issue, called MANY companies and the Exteriors Company was the only company willing to come and look at our door. They called me right back when I left a message, were on time for the appointment and did a wonderful job in fixing the problem. Tony and Andrew are the best! In addition to fixing the problem, they were extremely kind people, too. We need more of this in our world now. We are extremely grateful to have a working door again. Thank you! We will be using your company again and tell all of our friends about your services.
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Keith helgerson profile picture
Keith helgerson
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Excellent service. Beautiful job of roof replacement and new flashing. Taylor Paar and his crew did a fantastic job and also cleaned up afterwards. Price was reasonable and we are extremely happy about the job done in about 7 hours !!
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Janet Price profile picture
Janet Price
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I am so pleased with my windows. This company was great to work with and the installers did an excellent job. And for a reasonable price. I highly recommend them.
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Heather Li profile picture
Heather Li
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The Exteriors Company deserves 6 out of 5 ⭐ I cannot give them enough praise. I'll summarize here in case you don't want to read a lengthy review. The highlights were communication, quality of work, price, and customer service. I cannot wait to work with The Exteriors Company again. The Exteriors Company could teach a master class on contractor/customer interactions. If you need exterior work done, call The Exteriors Company! FOR REAL. LENGTHY REVIEW STARTS HERE: It took over a year and a half and meeting with 15 roofing companies to finally find the right company for my job: The Exteriors Company. My house has a modern/Frank Lloyd Wright kinda vibe - lots of different roof sections and pitches. A majority of the first 15 contractors that bid on my roof repair wanted to sell me a new roof. The problem with my roof was a design flaw and a new roof would have eventually led to more water in my house. This was confirmed by an architect. If you look at the before and after photo, you can see how ridiculous the design was. We had water coming into our house anytime it rained and when the snow melted. It was awful. We were lucky enough to have Ryan (the owner of The Exteriors Company) come look at our roof. The first thing he said after climbing on to the roof was, "You need to redo this whole area," confirming what we already knew. That was the first clue that we found a good roofing contractor. After talking in person and over email with Ryan and getting the contract for the project, we knew we found the right company. Ryan was so communicative. He reached out regularly through the repair process. We had four different teams (framing, roofing, siding and gutters) work on our repair. We were notified in advance when to expect each team. Then each team project manager reached out via text a day or two before and the day of their work. Each team was on time and did beautiful work. They were also tidy and I felt like they respected our home and property. Shout out to Taylor Paar and Scott Mack (roofing project manager and siding manager). Both these fellows came to meet with me and my husband to review the work that was done and to make sure everything was done to our liking. And to make sure we didn't have any concerns or questions. The entire experience from start to finish was incredible. The Exteriors Company very obviously cares deeply about the quality of their work and customer satisfaction. If I could give more than five stars, I would gladly do that. I wish more contractors/vendors followed the playbook that The Exteriors Company has perfected. JOB ???????? WELL ???????? DONE ????????????????????????????????????????????????????????????????????????????????
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BNPRESERVE
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Don W. Called ahead and Showed up when he said he would. The roof and small siding repair was done in a timely manner. Don was Very easy to talk to and he understood what needed to be fixed. And completed the job as promised.
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middleton questions

Answered By The Exteriors Experts

The whole exterior. Roofing, siding, windows, gutters, soffit and fascia, and storm restoration across all of it. On Middleton’s architecture that matters more than usual, because the failures are almost always at transitions between trades rather than in the middle of any one of them.

No, and we would rather say so plainly. Our shop is at 2117 S Stoughton Road in Madison, 12 miles east. What that buys you is the same crews and project managers on every job rather than subcontracting to whoever is closest. We have completed 128 jobs inside the 53562 ZIP.

Roof area, pitch and complexity rather than the town. A steep multi-valley home with dormers and mixed materials genuinely takes more staging, more flashing and more labor hours than a larger but simpler house elsewhere. Any quote that prices them the same has not looked properly.

For roof replacement, siding replacement and window replacement, generally yes. The City of Middleton runs its own process, separate from Madison’s. We pull it as part of the job. Some neighborhoods also have their own design guidelines that can affect visible materials — we check your address at the estimate.

Yes, and on a steep Middleton home it is meaningfully cheaper. You pay for staging and access once rather than three times, and the transitions between trades get detailed by people accountable for both sides of the joint.

Usually yes — one event, one claim, one deductible, even when the roof, siding, skylights and gutters are all involved. On complex Middleton roofs the first scope frequently comes in short, and supplements are routine rather than exceptional.

Yes. Low-slope and flat systems including EPDM, TPO and modified bitumen, plus siding and envelope work on commercial and multi-family properties.

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